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Organometallic cluster analogues of tamoxifen: Synthesis and biochemical assay
Affiliation:1. Department of Chemistry, National University of Singapore, 3 Science Drive3, Singapore 117543, Singapore;2. Laboratoire de Chimie et Biochimie des Complexes Moléculaires, Ecole Nationale Supérieure de Chimie de Paris, UMR C.N.R.S. 7576, 11, rue Pierre et Marie Curie, 75231 Paris Cedex 05, France;1. Universidad Autónoma de Nuevo León, UANL, Chemistry School of Sciences, Av. Universidad s/n, Ciudad Universitaria, San Nicolás de los Garza, Nuevo León 66451, Mexico;2. Universitat de València, Institut de Ciència Molecular, Edificio de Estudios de Paterna, Polígono la Coma s/n, 46980 Paterna, Spain;1. Laboratory of Organometallics, Department of Chemistry, Universidad Técnica Federico Santa María, Avenida España N° 1680, Valparaíso, Chile;2. Department of Chemistry, Faculty of Science, Universidad de Chile, Las Palmeras N° 3425, Ñuñoa, Santiago, Chile;3. School of Medicine, Centro de Investigaciones Biomédicas (CIB), Universidad de Valparaíso, Avenida Hontaneda N° 2664, Valparaíso, Chile;1. Florida Atlantic University, Department of Chemistry and Biochemistry, Boca Raton, FL 33431, United States;2. Florida Center for Environmental Studies, Palm Beach Gardens, FL 33410, United States;3. University of Texas Arlington, Department of Biology, Arlington, TX 76010, United States;1. Department of Organic Chemistry, Faculty of Chemical and Food Technology, Slovak University of Technology, SK-81237 Bratislava, Slovak Republic;2. Central Laboratories, Faculty of Chemical and Food Technology, Slovak University of Technology, SK-81237 Bratislava, Slovak Republic;3. URCOM, EA 3221, INC3M, FR-CNRS 3038, UFR des Sciences & Techniques de l''Université du Havre, B.P. 1123, 25 rue Philippe Lebon, F-76063 Le Havre Cedex, France;1. Department of Surgery, Gangneung Asan Hospital, University of Ulsan College of Medicine, Gangneung 210-711, Republic of Korea;2. Department of Hematology and Oncology, Gangneung Asan Hospital, University of Ulsan College of Medicine, Gangneung 210-711, Republic of Korea;3. College of Korean Medicine, Gachon University, Seongnam 461-701, Republic of Korea;4. Department of Chemistry, Gangneung Wonju National University, Gangneung 210-340, Republic of Korea;5. Natural Product Research Center, Korea Institute of Science and Technology, Gangneung 210-340, Republic of Korea;6. Natural Product Research Laboratory, School of Pharmacy, Sungkyunkwan University, Suwon 440-746, Republic of Korea;7. Department of Oral Anatomy, College of Dentistry, Gangneung Wonju National University, 201-340, Republic of Korea;8. Department of Biological Chemistry, University of Science and Technology (UST), Daejeon 305-333, Republic of Korea
Abstract:Simple organometallic cluster analogues of tamoxifen containing triosmium or dicobalt carbonyl fragments have been prepared. Attempts at elaboration of these towards the tamoxifen skeleton were hampered by sensitivity of the cluster–ligand linkage towards the McMurry coupling conditions. Preliminary biological tests on various substrates indicate that the transition metal carbonyl fragment increases lipophilicity dramatically and reduces affinity for the estrogen receptor.
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